REAL

Exploring the biological consequences of conformational changes in aspartame models containing constrained analogues of phenylalanine

Mollica, Adriano and Mirzaie, Sarra and Costante, Roberto and Carradori, Simone and Macedonio, G. and Dvorácskó, Szabolcs (2016) Exploring the biological consequences of conformational changes in aspartame models containing constrained analogues of phenylalanine. JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 31 (6). pp. 953-963. ISSN 1475-6366

[img] Text
MollicaJEnzymeInhibMedChem.pdf
Restricted to Registered users only

Download (3MB)

Abstract

The dipeptide aspartame (Asp-Phe-OMe) is a sweetener widely used in replacement of sucrose by food industry. 2′,6′-Dimethyltyrosine (DMT) and 2′,6′-dimethylphenylalanine (DMP) are two synthetic phenylalanine-constrained analogues, with a limited freedom in χ-space due to the presence of methyl groups in position 2′,6′ of the aromatic ring. These residues have shown to increase the activity of opioid peptides, such as endomorphins improving the binding to the opioid receptors. In this work, DMT and DMP have been synthesized following a diketopiperazine-mediated route and the corresponding aspartame derivatives (Asp-DMT-OMe and Asp-DMP-OMe) have been evaluated in vivo and in silico for their activity as synthetic sweeteners. © 2015 Taylor & Francis.

Item Type: Article
Uncontrolled Keywords: T1R2 receptor; Sweetener; Computational methods; Aspartame; 6′-dimethyltyrosine; 6′-dimethylphenylalanine; 2′
Subjects: Q Science / természettudomány > QH Natural history / természetrajz > QH301 Biology / biológia > QH3011 Biochemistry / biokémia
SWORD Depositor: MTMT SWORD
Depositing User: MTMT SWORD
Date Deposited: 01 Mar 2017 10:09
Last Modified: 01 Mar 2017 10:09
URI: http://real.mtak.hu/id/eprint/49746

Actions (login required)

Edit Item Edit Item